Question: Why was methanol used over any other alcohol to carry out the Ugi reaction?
From the log of Exp 014:
1. 9:00pm (05/30/2006) In a 50ml Erlenmeyer flask, 20ml of methanol placed. To it 623µl of phenyl acetaldehyde, 555µl of 5-methylfurfurylamine, 608µl of benzylisocyanide and 1.24604 gms of N-(tert) butoxycarbonyl) L-methionine was added.
2.The reaction was stirred at room temperature with a teflon coated stir bar on a stir plate for 15 hours (stopped stirring at 12:00 noon (05/31/2006). (Videos of the reaction being stirred)
3.Methanol was evaporated on a rotovap set at 100C, Obtained 3.239gms the crude product.
- In order to normally evaporate methanol at normal pressure, CH3OH, you have to raise it to its boiling point of 64.7C.
- The temperature on the rotovap was not needed to be set to 100C because by reducing pressure within the solution, it causes for an decrease in boiling point as well, which does not require as a high temperature for methanol to evaporate.
- Since this is a Ugi Synthesis, an alcohol solvent is need which would allow for all solutes to be dissolved fairly easily.
- Methanol was used instead of any other alcohol due to its small structure and light weight.
- This simplicity in structure causes for a lower boiling pointing, indicating a weaker attraction between the molecules.
- For example, if ethanol was used in the solution, its larger structure (and thus higher boiling point) would cause for the time in which the crude product is dried to be extended even greater.
Question: Why was methanol used over any other alcohol to carry out the Ugi reaction?
From the log of Exp 014:
1. 9:00pm (05/30/2006) In a 50ml Erlenmeyer flask, 20ml of methanol placed. To it 623µl of phenyl acetaldehyde, 555µl of 5-methylfurfurylamine, 608µl of benzylisocyanide and 1.24604 gms of N-(tert) butoxycarbonyl) L-methionine was added.
2.The reaction was stirred at room temperature with a teflon coated stir bar on a stir plate for 15 hours (stopped stirring at 12:00 noon (05/31/2006). (Videos of the reaction being stirred)
3.Methanol was evaporated on a rotovap set at 100C, Obtained 3.239gms the crude product.
- In order to normally evaporate methanol at normal pressure, CH3OH, you have to raise it to its boiling point of 64.7C.
- The temperature on the rotovap was not needed to be set to 100C because by reducing pressure within the solution, it causes for an decrease in boiling point as well, which does not require as a high temperature for methanol to evaporate.
- Since this is a Ugi Synthesis, an alcohol solvent is need which would allow for all solutes to be dissolved fairly easily.
- Methanol was used instead of any other alcohol due to its small structure and light weight.
- This simplicity in structure causes for a lower boiling pointing, indicating a weaker attraction between the molecules.
- For example, if ethanol was used in the solution, its larger structure (and thus higher boiling point) would cause for the time in which the crude product is dried to be extended even greater.
Full Marks.
H-bonding between